Water → HCID 77231542, compound

HRID 2175098Notes

Reaction equation

HRID 2175098 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Br:8])[N:3]=1.[N:9]1[CH:14]=[CH:13][C:12](=[O:15])[CH2:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[Br:8][C:4]1[N:3]=[C:2]([N:9]2[CH2:14][CH2:13][C:12](=[O:15])[CH2:11][CH2:10]2)[CH:7]=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 122742,6-DibromopyridineHCID 17984897Piridin-4-one

Product 1

HCID 77231542HCID 77231542, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
120 °C

Procedure

5 g (21.11 mmol) of 2,6-dibromopyridine, 2.09 g (21.11 mmol) of piridin-4-one and 7.29 g of potassium carbonate (52.77 mmol) are suspended in 30 ml of DMSO and stirred at 120° C. overnight. Water is then added to the mixture, which is then extracted with EA. The organic phase is washed with a saturated sodium chloride solution, dried over sodium sulfate and evaporated to dryness. The residue formed is purified by means of flash chromatography on silica gel.

Workup

  1. extractionis then extracted with EA
  2. washThe organic phase is washed with a saturated sodium chloride solution
  3. dry with materialdried over sodium sulfate
  4. customevaporated to dryness
  5. customThe residue formed
  6. customis purified by means of flash chromatography on silica gel

Sources & evidence

ORD record
ord-720c57e0b045414fb4aa180f168cbbcf
Source dataset
uspto-grants-2015_06
Patent number
US09062015B2

Reaction notes

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